Vacation rentals with a pool in St. Johns County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. Johns County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 146 reviews

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

ISLE BE BACK 🌴— brand NEW modern home! **Golf Cart Access for an additional fee Please inquire if interested!** Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔Sleeps 8 comfortably ✔Self check-in & free parking

Top guest favorite

Home in St. Augustine

5.0 out of 5 average rating, 156 reviews

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Top guest favorite

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

Home in St. Augustine

4.99 out of 5 average rating, 451 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Top guest favorite

A comfortable living area is showcased with a gray sofa adorned with decorative pillows. A glass coffee table sits in front, accented by a floral arrangement. Two windows provide natural light, and stylish curtains frame the view. A small bookshelf stands against the wall.

Apartment in Vilano Beach

4.95 out of 5 average rating, 201 reviews

Charming Vintage Intracoastal Apartment

This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

Top guest favorite

A modern home is surrounded by a well-kept backyard featuring a private pool and spacious patio. Comfortably arranged lounge chairs provide a relaxing spot. The exterior showcases light-colored siding and elevated balconies, with palm trees dotting the landscape for a tropical feel.

Home in St. Augustine

4.89 out of 5 average rating, 114 reviews

Sunset Cove 2 - Pool - Sea Views - Walkable

Stunning new luxury 2br/2.5ba pool home with peeks of Salt Run and Anastasia State Park: * Pool Heat Available for $30 per day - Contact us after booking for details * Private pool + backyard * Parking for 3 cars * 2 king bedrooms w/ en-suite bathrooms & smart TVs w/ Netflix * 2 min drive (or 20 minute walk) to historic downtown St. Augustine * 2 min drive to the beach (Anastasia State Park) * 5 min walk to lighthouse, Alligator farm, restaurants & bars * Fully stocked and equipped kitchen

Top guest favorite

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

Home in Vilano Beach

4.99 out of 5 average rating, 167 reviews

New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine

Top guest favorite

A spacious living area is outlined by warm wooden floors. A dining table is flanked by cushioned chairs, while a granite countertop bar with stools offers additional seating. Soft lighting from overhead fixtures and lamps enhances the inviting atmosphere, with a large television visible in the background.

Condo in St. Augustine

4.94 out of 5 average rating, 144 reviews

2 Bedroom Luxury Condo in World Golf Village

Looking to get away?!!! Come enjoy this two bedroom luxury St. Augustine condo located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Resort amenities at your fingertips including access to golf, multiple pools, hot tub, a full service spa, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Absolutely No Pets allowed!!! My daughter is highly allergic, and it will cause an allergic reaction

Top guest favorite

A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.

Home in Southeast Jacksonville

4.88 out of 5 average rating, 245 reviews

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

Top guest favorite

A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.

Home in Fruit Cove

4.98 out of 5 average rating, 126 reviews

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

Guest favorite

A well-maintained outdoor pool area is framed by palm trees and lush green landscaping. The sparkling blue pool features a central fountain and is surrounded by loungers, creating a serene environment for relaxation.

Condo in St. Augustine

4.87 out of 5 average rating, 343 reviews

Full Condo in St. Augustine’s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo! Explore the resort-like amenities including free unlimited access to three pools, hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes! Pack n play available for babies.

Guest favorite

A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.

Apartment in St. Augustine

4.85 out of 5 average rating, 106 reviews

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

Guest favorite

A tranquil outdoor area features a swimming pool surrounded by a sun deck with lounge chairs. A table set for dining stands nearby, complemented by trees and blue sky above. The home in the background blends with the natural surroundings.

Home in Southeast Jacksonville

4.88 out of 5 average rating, 101 reviews

Posh Pool and Pond Landing

Welcome to your own private oasis! This home is the perfect escape from the hustle of everyday life. Whether you're looking to enjoy quality time with family, or simply relax in paradise, this house embodies comfort and tranquility. With spacious living areas, charming decor, this home is the ultimate vacation destination. Enjoy the beautiful environment, surrounded by lush tropical foliage - Perfect to soak up the sun, breathe clean natural air, and make unforgettable memories.